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Silynes (RC≡SiR′) and Disilynes (RSi≡SiR′): Why Are Less Bonds Worth Energetically More?
Author(s) -
Danovich David,
Ogliaro François,
Karni Miriam,
Apeloig Yitzhak,
Cooper David L.,
Shaik Sason
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20011105)40:21<4023::aid-anie4023>3.0.co;2-z
Subject(s) - bent molecular geometry , acetylene , bond , bending , molecule , foundation (evidence) , crystallography , chemistry , materials science , structural engineering , engineering , political science , organic chemistry , law , finance , economics
Bond stabilization through bending! Valence bond analysis shows that the σ frames of 1 – 3 ( 1 : E = Si, E′ = C; 2 : E = E′ = Si; 3 : E = E′ = C) are stabilized by trans bending ( B ), while π bonding is weakened. In acetylene ( 3 ) π bonding overrides the σ frame and establishes a linear molecule ( 3 L ). In contrast, the σ frames dominate in silyne ( 1 ) and disilyne ( 2 ) and lead to trans ‐bent structures ( 1 B and 2 B ).